Single Family for Sale in Wellesley MA | Carey & Giampa Realtors

Photo of 45 White Oak Road Wellesley MA 02481

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45 White Oak Road Wellesley MA 02481

$12,250,000

Beds: 5

Baths: 5.5

Sq Ft: 7,200

Days on Market: 41

Updated 13 Minutes Ago

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Photo of 52 Valley Road Wellesley MA 02481

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52 Valley Road Wellesley MA 02481

$9,250,000

Beds: 7

Baths: 8

Sq Ft: 11,124

Days on Market: 250

Updated 13 Minutes Ago

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Photo of 200 Pond Road Wellesley MA 02482

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200 Pond Road Wellesley MA 02482

$7,995,000

Beds: 8

Baths: 7.5

Sq Ft: 9,662

Days on Market: 422

Updated 13 Minutes Ago

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Photo of 14 Greylock Road Wellesley MA 02481

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14 Greylock Road Wellesley MA 02481

$7,995,000

Beds: 6

Baths: 7.5

Sq Ft: 10,197

Days on Market: 25

Updated 13 Minutes Ago

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Photo of 222 Grove St Wellesley MA 02482

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222 Grove St Wellesley MA 02482

$7,495,000

Beds: 6

Baths: 6.5

Sq Ft: 8,093

Days on Market: 75

Updated 13 Minutes Ago

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Photo of 121 Livingston Rd Wellesley MA 02482

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121 Livingston Rd Wellesley MA 02482

$6,995,000

Beds: 6

Baths: 8.5

Sq Ft: 10,090

Days on Market: 61

Updated 13 Minutes Ago

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Photo of 18 Maugus Avenue Wellesley MA 02481

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18 Maugus Avenue Wellesley MA 02481

$5,895,000

Beds: 8

Baths: 7

Sq Ft: 7,366

Days on Market: 11

Updated 13 Minutes Ago

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Photo of 78 Suffolk Road Wellesley MA 02481

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78 Suffolk Road Wellesley MA 02481

$5,790,000

Beds: 6

Baths: 6

Sq Ft: 7,777

Days on Market: 38

Updated 13 Minutes Ago

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Photo of 182 Winding River Road Wellesley MA 02482

Price Reduced

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182 Winding River Road Wellesley MA 02482

$5,695,000

-$200,000

Beds: 6

Baths: 6.5

Sq Ft: 9,848

Days on Market: 193

Updated 13 Minutes Ago

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Photo of 192 Pond Road Wellesley MA 02482

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192 Pond Road Wellesley MA 02482

$5,595,000

Beds: 5

Baths: 6.5

Sq Ft: 9,995

Days on Market: 141

Updated 13 Minutes Ago

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Photo of 43 Bristol Rd Wellesley MA 02481

Open: Sunday 11:30 am - 1 pm

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43 Bristol Rd Wellesley MA 02481

$5,450,000

Beds: 7

Baths: 9

Sq Ft: 9,116

Days on Market: 11

Open: 3/22/26 11:30 AM - 1 PM

Updated 13 Minutes Ago

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Photo of 22 Valley Road Wellesley MA 02481

Open: Sunday 11:30 am - 1 pm

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22 Valley Road Wellesley MA 02481

$5,395,000

Beds: 5

Baths: 7

Sq Ft: 7,285

Days on Market: 4

Open: 3/22/26 11:30 AM - 1 PM

Updated 13 Minutes Ago

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Photo of 65 Woodcliff Rd Wellesley MA 02481

Open: Sunday 11:30 am - 1 pm

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65 Woodcliff Rd Wellesley MA 02481

$5,395,000

Beds: 7

Baths: 6.5

Sq Ft: 8,840

Days on Market: 4

Open: 3/22/26 11:30 AM - 1 PM

Updated 13 Minutes Ago

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Photo of 200 Cliff Rd Wellesley MA 02481

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200 Cliff Rd Wellesley MA 02481

$5,350,000

Beds: 7

Baths: 6

Sq Ft: 7,262

Days on Market: 310

Updated 13 Minutes Ago

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Price Reduced

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3 Ravine Rd Wellesley MA 02481

$5,350,000

-$145,000

Beds: 5

Baths: 7

Sq Ft: 7,720

Days on Market: 195

Updated 13 Minutes Ago

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Photo of 99 Old Colony Road Wellesley MA 02481

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99 Old Colony Road Wellesley MA 02481

$5,294,500

Beds: 6

Baths: 6

Sq Ft: 8,100

Days on Market: 32

Updated 13 Minutes Ago

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Photo of 12 Winding River Cir Wellesley MA 02482

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12 Winding River Cir Wellesley MA 02482

$5,250,000

Beds: 6

Baths: 7

Sq Ft: 9,036

Days on Market: 11

Updated 13 Minutes Ago

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Photo of 10 Lanark Rd Wellesley MA 02481

Open: Sunday 11 am - 12:30 pm

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10 Lanark Rd Wellesley MA 02481

$4,895,000

Beds: 6

Baths: 3.5

Sq Ft: 7,404

Days on Market: 4

Open: 3/22/26 11 AM - 12:30 PM

Updated 13 Minutes Ago

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Photo of 151 Oakland Street Wellesley MA 02481

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151 Oakland Street Wellesley MA 02481

$4,650,000

Beds: 6

Baths: 5

Sq Ft: 6,990

Days on Market: 66

Updated 13 Minutes Ago

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Photo of 18 Sprague Rd Wellesley MA 02481

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18 Sprague Rd Wellesley MA 02481

$4,450,000

Beds: 6

Baths: 6.5

Sq Ft: 7,962

Days on Market: 163

Updated 13 Minutes Ago

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Photo of 201 Lowell Road Wellesley MA 02481

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201 Lowell Road Wellesley MA 02481

$4,295,000

-$100,000

Beds: 6

Baths: 5.5

Sq Ft: 7,047

Days on Market: 256

Updated 13 Minutes Ago

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Photo of 241 Lowell Road Wellesley MA 02481

Open: Sunday 11:30 am - 1:30 pm

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241 Lowell Road Wellesley MA 02481

$3,950,000

Beds: 6

Baths: 5.5

Sq Ft: 7,034

Days on Market: 11

Open: 3/22/26 11:30 AM - 1:30 PM

Updated 13 Minutes Ago

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Photo of 12 Bird Hill Ave Wellesley MA 02481

Open: Sunday 12 pm - 1:30 pm

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12 Bird Hill Ave Wellesley MA 02481

$3,895,000

Beds: 5

Baths: 5.5

Sq Ft: 5,833

Days on Market: 228

Open: 3/22/26 12 PM - 1:30 PM

Updated 13 Minutes Ago

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Photo of 84 Royalston Rd Wellesley MA 02481

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84 Royalston Rd Wellesley MA 02481

$3,874,000

Beds: 6

Baths: 5.5

Sq Ft: 6,406

Days on Market: 101

Updated 13 Minutes Ago

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Photo of 138 Lowell Road Wellesley MA 02481

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138 Lowell Road Wellesley MA 02481

$3,795,000

Beds: 5

Baths: 5

Sq Ft: 6,550

Days on Market: 18

Updated 13 Minutes Ago

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Photo of 22 Cranmore Rd Wellesley MA 02481

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22 Cranmore Rd Wellesley MA 02481

$3,495,000

Beds: 5

Baths: 4.5

Sq Ft: 5,738

Days on Market: 18

Updated 13 Minutes Ago

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Photo of 8 Oakdale Ave Wellesley MA 02482

Open: Sunday 12 pm - 1:30 pm

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8 Oakdale Ave Wellesley MA 02482

$3,425,000

Beds: 5

Baths: 5

Sq Ft: 5,073

Days on Market: 73

Open: 3/22/26 12 PM - 1:30 PM

Updated 13 Minutes Ago

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Photo of 38 Parker Rd Wellesley MA 02482

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38 Parker Rd Wellesley MA 02482

$3,395,000

Beds: 5

Baths: 4.5

Sq Ft: 4,416

Days on Market: 54

Updated 13 Minutes Ago

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Photo of 25 Longmeadow Road Wellesley MA 02482

Open: Sunday 1:30 pm - 3:30 pm

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25 Longmeadow Road Wellesley MA 02482

$3,385,000

Beds: 5

Baths: 4.5

Sq Ft: 3,934

Days on Market: 4

Open: 3/22/26 1:30 PM - 3:30 PM

Updated 13 Minutes Ago

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Photo of 53 Chesterton Road Wellesley MA 02481

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53 Chesterton Road Wellesley MA 02481

$3,295,000

Beds: 5

Baths: 5.5

Sq Ft: 5,779

Days on Market: 18

Updated 13 Minutes Ago

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